title: Wilsonols A-L, megastigmane sesquiterpenoids from the leaves of Cinnamomum wilsonii.
abstract: Twelve new megastigmane sesquiterpenoids, wilsonols A-L (1-12), were isolated from the leaves of Cinnamomum wilsonii, along with seven known analogues (13-19). The structures of compounds 1-12 were established by spectroscopic analyses. The absolute configurations of 1-5 were determined by single-crystal X-ray diffraction analysis with Cu Kα irradiation, and the absolute configurations of 6-12 were determined by the modified Mosher's method. Compounds 1-9 and 13-19 were evaluated for in vitro cytotoxicity against five human cancer cell lines, HL-60, SMMC-7721, A-549, MCF-7, and SW-480, and compared against the Beas-2B immortalized (noncancerous) human bronchial epithelial cell line. Compound 13 exhibited IC50 values ranging from 2.5 to 12 μM and selectivity indices of >10 against SMMC-7721, A-549, and MCF-7 cell lines. Selected compounds were evaluated for in vitro immunomodulatory activity.
authors.affiliation: Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
authors.forename: Penghua
authors.initials: P
authors.lastname: Shu
authors.forename: Xialan
authors.initials: X
authors.lastname: Wei
authors.forename: Yongbo
authors.initials: Y
authors.lastname: Xue
authors.forename: Weijie
authors.initials: W
authors.lastname: Li
authors.forename: Jinwen
authors.initials: J
authors.lastname: Zhang
authors.forename: Ming
authors.initials: M
authors.lastname: Xiang
authors.forename: Mengke
authors.initials: M
authors.lastname: Zhang
authors.forename: Zengwei
authors.initials: Z
authors.lastname: Luo
authors.forename: Yan
authors.initials: Y
authors.lastname: Li
authors.forename: Guangmin
authors.initials: G
authors.lastname: Yao
authors.forename: Yonghui
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D027424:Cinnamomum / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003512:Cyclohexanones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005260:Female; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018922:HL-60 Cells; D006801:Humans; D007155:Immunologic Factors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D045792:Norisoprenoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D003512:Cyclohexanones; D004365:Drugs, Chinese Herbal; D005960:Glucosides; D007155:Immunologic Factors; D045792:Norisoprenoids; D012717:Sesquiterpenes; C413264:megastigmane